methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

Base Information

Chemical Name:methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate
CAS No.:246545-30-2
Molecular Formula:C₂₂H₂₅N₃O₅
Molecular Weight:411.458
Hs Code.:

Synonyms:methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

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Chemical Property of methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

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Technology Process of methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

There total 7 articles about methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

: 246545-29-9
methyl 2-L-(2,3-dihydro-5-nitro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

: 246545-30-2
methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

Guidance literature:: With tin(ll) chloride; In ethyl acetate; for 1.5h; Heating;
DOI:10.1021/jm9807205

Reference yield:

: 89001-53-6
2-cyano-5-nitrotoluene

: 246545-30-2
methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / 80 percent aq. H₂SO₄ / 1.25 h / 100 °C

2: 88 percent / 6 N aq. HCl / 20 h / Heating

3: 99 percent / thionyl chloride / 21 h / 20 °C

4: N-bromosuccinimide; benzoyl peroxide / 1,2-dichloro-ethane / 48 h / Heating

5: 72 percent / K₂CO₃ / dimethylformamide / 96 h

6: 75 percent / SnCl₂*2H₂O / ethyl acetate / 1.5 h / Heating

With hydrogenchloride; N-Bromosuccinimide; thionyl chloride; sulfuric acid; potassium carbonate; tin(ll) chloride; dibenzoyl peroxide; In ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Hydrolysis / 3: Esterification / 4: Bromination / 5: cyclocondensation / 6: Reduction;
DOI:10.1021/jm9807205

Reference yield:

: 62621-09-4
methyl 2-methyl-4-nitrobenzoate

: 246545-30-2
methyl 2-L-(5-amino-2,3-dihydro-1-oxo-2(1H)-isoindolyl)-5-[N-(benzyloxycarbonyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: N-bromosuccinimide; benzoyl peroxide / 1,2-dichloro-ethane / 48 h / Heating

2: 72 percent / K₂CO₃ / dimethylformamide / 96 h

3: 75 percent / SnCl₂*2H₂O / ethyl acetate / 1.5 h / Heating

With N-Bromosuccinimide; potassium carbonate; tin(ll) chloride; dibenzoyl peroxide; In ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Bromination / 2: cyclocondensation / 3: Reduction;
DOI:10.1021/jm9807205